http://bugs.winehq.org/show_bug.cgi?id=31858
--- Comment #2 from Erich Hoover ehoover@mines.edu 2012-10-11 12:26:47 CDT --- (In reply to comment #1)
Now that Bug #31754 is fixed I should mention that it's still necessary to use Silverlight 4.x, for some reason Silverlight 5.x does not fill out the entire "Cache" profile directory.
I've opened a separate bug for the Silverlight 5.x individualization problem (Bug #31881). Now that Bug #31589 is fixed it's possible to load the PlayReady stream at this website the first time the page loads: http://web.sldrm.video.msn.com/d1/sldrm.html
So, I think the problem might be retaining credentials so that they can be reused for an already-approved file.